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| All Sports |
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| Field Hockey | | 9.03.2026 – Gorham 2, Windham 1 |
| 9.09.2026 – Falmouth 3, Windham 2 |
| 9.12.2026 – Cheverus 9, Windham 2 |
| 9.15.2026 – Windham 4, Bonny Eagle 1 |
| 9.17.2026 – Windham 3, Scarborough 1 |
| 9.22.2026 – Kennebunk/Sanford 7, Windham 0 |
| 9.24.2026 – Windham 3, Marshwood 1 |
| 9.29.2026 – Biddeford 4, Windham 1 |
| 10.01.2026 – Windham 8, Massabesic 0 |
| 10.05.2026 – Windham 5, South Portland/Westbrook 0 |
| 10.09.2026 – Windham 1, Scarborough 0 |
| 10.13.2026 – Noble 2, Windham 1 |
| 10.15.2026 – Windham 2, Bonny Eagle 0 |
6:30 pm 10.19.2026 – Windham at Portland/Deering |
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